The slowness was appreciated (and, honestly, not that she was thinking about it consciously, would actually be so sweet to Annie in retrospect), since it not only gave her time to adjust to the sensation, but also offered her the opportunity to hike her legs up a little further and angle her hips to assist.

Because she was helpful. Moaning and arching her back a little and mumbling a little, "Oh my God, I love you," and helpful.